GB1039246A - Process for the catalytic rearrangement of alkyl aromatic hydrocarbons - Google Patents
Process for the catalytic rearrangement of alkyl aromatic hydrocarbonsInfo
- Publication number
- GB1039246A GB1039246A GB33049/64A GB3304964A GB1039246A GB 1039246 A GB1039246 A GB 1039246A GB 33049/64 A GB33049/64 A GB 33049/64A GB 3304964 A GB3304964 A GB 3304964A GB 1039246 A GB1039246 A GB 1039246A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aromatic hydrocarbons
- alkyl aromatic
- catalytic rearrangement
- metal
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 alkyl aromatic hydrocarbons Chemical class 0.000 title abstract 2
- 230000008707 rearrangement Effects 0.000 title abstract 2
- 230000003197 catalytic effect Effects 0.000 title 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229940058172 ethylbenzene Drugs 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 238000005470 impregnation Methods 0.000 abstract 1
- 238000006317 isomerization reaction Methods 0.000 abstract 1
- 229910052680 mordenite Inorganic materials 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- 150000003738 xylenes Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
- C07C6/123—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of only one hydrocarbon
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/18—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the mordenite type
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2702—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously
- C07C5/2708—Catalytic processes not covered by C07C5/2732 - C07C5/31; Catalytic processes covered by both C07C5/2732 and C07C5/277 simultaneously with crystalline alumino-silicates, e.g. molecular sieves
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Alkyl aromatic hydrocarbons having 7-15 carbon atoms are subjected to intra- or inter-molecular rearrangement of the alkyl groups at 200-600 DEG C. in the presence of hydrogen mordenite. Reaction is effected at 7-140 atm. and 0.1-25 w./w./hr. with 1-50 mols. of hydrogen per mol. of hydrocarbon. The catalyst may optionally contain by base exchange or impregnation a metal of Group 1B, 6B or an iron-group metal in an amount of 0.01-20% wt. The isomerization of xylenes and disproportion of toluene and ethyl-benzene are exemplified.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US302471A US3281483A (en) | 1963-08-15 | 1963-08-15 | Disproportionation of alkyl aromatic hydrocarbons in the presence of hydrogen mordenite |
| US318797A US3281482A (en) | 1963-08-15 | 1963-10-25 | Conversion of alkyl aromatics |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1039246A true GB1039246A (en) | 1966-08-17 |
Family
ID=26972947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33049/64A Expired GB1039246A (en) | 1963-08-15 | 1964-08-13 | Process for the catalytic rearrangement of alkyl aromatic hydrocarbons |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US3281483A (en) |
| BE (1) | BE651800A (en) |
| DE (1) | DE1468990A1 (en) |
| GB (1) | GB1039246A (en) |
| NL (1) | NL6409318A (en) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3390199A (en) * | 1966-02-01 | 1968-06-25 | Chevron Res | Xylene isomerization process |
| US3410921A (en) * | 1966-06-27 | 1968-11-12 | Universal Oil Prod Co | Transalkylation of polyalkylated aromatic compounds using a crystalline aluminosilicate catalyst |
| US3446868A (en) * | 1967-01-03 | 1969-05-27 | Phillips Petroleum Co | Disproportionation of propane |
| US3377400A (en) * | 1967-03-27 | 1968-04-09 | Mobil Oil Corp | Isomerization and disproportionation of alkyl aromatics |
| US3442966A (en) * | 1967-12-22 | 1969-05-06 | Universal Oil Prod Co | Transalkylation process |
| US3437710A (en) * | 1967-12-26 | 1969-04-08 | Universal Oil Prod Co | Transalkylation process |
| US3417157A (en) * | 1967-12-28 | 1968-12-17 | Universal Oil Prod Co | Transalkylation of toluene and catalyst therefor |
| US3527826A (en) * | 1968-05-27 | 1970-09-08 | Toray Industries | Catalyst for the disproportionation of toluene |
| US3527824A (en) * | 1968-07-01 | 1970-09-08 | Universal Oil Prod Co | Transalkylation process |
| US3527825A (en) * | 1968-07-03 | 1970-09-08 | Universal Oil Prod Co | Transalkylation process |
| US3699181A (en) * | 1968-12-19 | 1972-10-17 | Ashland Oil Inc | Alkyl transfer of alkyl aromatics with group vib metals on mordenite |
| DE2008644C3 (en) * | 1969-02-25 | 1975-06-05 | Toray Industries Inc., Tokio | Process for the disproportionation of trimethylbenzenes |
| US3873632A (en) * | 1972-12-29 | 1975-03-25 | Universal Oil Prod Co | Alkylaromatic hydrocarbon isomerization process |
| JPS5341658B2 (en) * | 1973-09-13 | 1978-11-06 | ||
| US3856871A (en) * | 1973-09-13 | 1974-12-24 | Mobil Oil Corp | Xylene isomerization |
| FR2346308A1 (en) * | 1976-03-30 | 1977-10-28 | Inst Francais Du Petrole | PROCESS FOR ALKYLATION-TRANSALKYLATION OF AROMATIC HYDROCARBONS BY METHANOL |
| US4180693A (en) * | 1976-10-15 | 1979-12-25 | Institut Francais Du Petrole | New preparation process of a catalyst for converting aromatic hydrocarbons |
| US4078990A (en) * | 1977-03-04 | 1978-03-14 | Mobil Oil Corporation | Manufacture of lower aromatic compounds |
| US4330435A (en) * | 1977-11-08 | 1982-05-18 | Standard Oil Company (Indiana) | Catalyst for the disproportionation of petroleum hydrocarbons |
| US4489216A (en) * | 1982-01-25 | 1984-12-18 | Texaco Inc. | Hydrocarbon isomerization |
| US4467129A (en) * | 1982-11-24 | 1984-08-21 | Toray Industries, Inc. | Conversion of xylenes containing ethylbenzene |
| US4876377A (en) * | 1985-11-08 | 1989-10-24 | Air Products And Chemicals, Inc. | Alkylation of aromatic amines with olefins on partially dealuminated zeolites |
| US4851579A (en) * | 1987-04-07 | 1989-07-25 | Air Products And Chemicals, Inc. | Alkylation of aromatic amines over Al exchanged zeolites |
| WO2020162877A1 (en) | 2019-02-04 | 2020-08-13 | China Petroleum & Chemical Corporation | Process for making phenol and xylenes |
| CN112934251B (en) * | 2019-12-11 | 2023-06-06 | 中国科学院大连化学物理研究所 | A bifunctional catalyst for catalyzing the hydroisomerization of n-heptane and its preparation method |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3173855A (en) * | 1961-12-29 | 1965-03-16 | Socony Mobil Oil Co Inc | Catalytic conversion with activated catalyst |
| NL132193C (en) * | 1961-12-21 | |||
| US3140253A (en) * | 1964-05-01 | 1964-07-07 | Socony Mobil Oil Co Inc | Catalytic hydrocarbon conversion with a crystalline zeolite composite catalyst |
-
1963
- 1963-08-15 US US302471A patent/US3281483A/en not_active Expired - Lifetime
- 1963-10-25 US US318797A patent/US3281482A/en not_active Expired - Lifetime
-
1964
- 1964-08-13 GB GB33049/64A patent/GB1039246A/en not_active Expired
- 1964-08-13 BE BE651800D patent/BE651800A/xx unknown
- 1964-08-13 DE DE19641468990 patent/DE1468990A1/en active Pending
- 1964-08-13 NL NL6409318A patent/NL6409318A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE651800A (en) | 1965-02-15 |
| US3281483A (en) | 1966-10-25 |
| NL6409318A (en) | 1965-02-16 |
| DE1468990A1 (en) | 1969-01-09 |
| US3281482A (en) | 1966-10-25 |
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